Methyl iodide → HCID 13066681, compound

A mixture of 2-[2-hydroxy-3-(2-chlorophenoxy)phenyl]acetic acid (1.9 g), methyl iodide (2.3 g) and potassium carbonate (2.2 g) in acetone (40 ml) was refluxed under heating for 4.5 hrs. After cooling, the reaction mixture was filtered. The filtrate was evaporated, and the oily residue was dissolved in methanol (30 ml). To the solution was added potassium hydroxide (1 g), and the mixture was refluxed under heating for 30 minutes. After cooling, the reaction mixture was evaporated and the residue was dissolved in water. The aqueous solution was washed with diethyl ether, acidified with conc. hydrochloric acid and extracted with diethyl ether. The extract was washed with water, dried over magnesium sulfate and evaporated. The residue was recrystallized from a mixture of benzene and n-hexane to give 2-[2-methoxy-3-(2-chlorophenoxy)phenyl]acetic acid (1.35 g). mp 87°-92° C.

1. temperaturewas refluxed
2. temperatureunder heating for 4.5 hrs
3. temperatureAfter cooling
4. filtrationthe reaction mixture was filtered
5. customThe filtrate was evaporated
6. dissolutionthe oily residue was dissolved in methanol (30 ml)
7. additionTo the solution was added potassium hydroxide (1 g)
8. temperaturethe mixture was refluxed
9. temperatureunder heating for 30 minutes
10. temperatureAfter cooling
11. customthe reaction mixture was evaporated
12. dissolutionthe residue was dissolved in water
13. washThe aqueous solution was washed with diethyl ether
14. extractionextracted with diethyl ether
15. washThe extract was washed with water
16. dry with materialdried over magnesium sulfate
17. customevaporated
18. customThe residue was recrystallized from a mixture of benzene and n-hexane

ORD record

ord-401cb9a9f30b495faad6c359e36ca6de

Source dataset

uspto-grants-1983_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04367238